Just west of London, Reading offers redbrick Victorian buildings, medieval ruins, a thriving university, and pretty waterside walks along the Thames River. Its student community and annual rock-music blowout—the Reading Festival—add an offbeat edge.

In the city that inspired great minds from Charles Darwin to Stephen Hawking, you'll find one of the world's oldest universities, the 1871 Gothic- revival All Saints Church and the gardens favoured by 17th-century poet John Milton. Cambridge is also home to ADC Theatre, the oldest university playhouse in England. Evenings are perfect for taking in the mix of traditional pubs and contemporary restaurants. Climb the tower of the University's Great St Mary's Church for sweeping views of the city.

In the "city of dreaming spires", academia takes centre stage. Gaze out at Oxford's world-famous colleges from the top of St Mary's Church tower before heading into the city's pedestrian-friendly streets. The University's Botanic Garden and Ashmolean Museum are Britain's oldest. Follow your nose to the Covered Market for the makings of a picnic to enjoy on a punt or in the University Parks. Mix the historic and modern with visits to the 12th- century village church of Iffley and trendy Cowley's ethnic shops and music venues.

Encircled by medieval walls, Canterbury is doused in history. In the Middle Ages, Canterbury’s pilgrimage-site status made it the setting of Chaucer’s seminal "Canterbury Tales," while today, cobbled streets and the 6th-century Canterbury Cathedral secure this city as one of England’s must-visit destinations.

Southwest of London is Southampton (Soton to the locals), a metropolitan area centered around the port. However, tucked away on the side streets are ancient gems such as the Tudor House, Mottisfont Abbey, and "God's House," a museum located in a tower in the medieval wall. The ultra-modern Sea City Museum celebrates Southampton's seafaring past and the RMS Titanic. Looking for nightlife? Travelers can dance the hours away with bars, clubs, and live music, all accessible by public transportation.

Amsterdam is truly a biker’s city, although pedaling along the labyrinthine streets can get a little chaotic. Stick to walking and you won’t be disappointed. The gentle canals make a perfect backdrop for exploring the Jordaan and Rembrandtplein square. Pop into the Red Light District if you must—if only so you can say you’ve been there. The Anne Frank House is one of the most moving experiences a traveller can have, and the Van Gogh Museum boasts a sensational collection of works.

It’s nicknamed the Eternal City for a reason. In Rome, you can drink from a street fountain fed by an ancient aqueduct. Or see the same profile on a statue in the Capitoline Museum and the guy making your cappuccino. (Which, of course, you know never to order after 11 am.) Rome is also a city of contrasts—what other place on earth could be home to both the Vatican and La Dolce Vita?

Anne of Green Gables! There, we got that out of the way. Besides chasing the famous fictional heroine, you'll find Charlottetown's own history, culture and nightlife keep you more than busy. Enjoy outdoor activities from golfing to boardwalk strolls and biking by day, and theatre and performance arts by night.

Quebec City may be the only fortified city north of Mexico, but it welcomes visitors with open arms. Explore the Citadel, where you might catch Canadian troops staging a military ceremony. As for food, you could splurge on afternoon tea at the Chateau Frontenac, or do as the locals do and snack on poutine—french fries with gravy and cheese curds.

Montreal, c’est si bon! This French-speaking city is considered the cultural capital of Canada, and is a cosmopolitan celebration of Québécois style. A horse-drawn carriage ride around the cobblestone streets and grand buildings of Vieux-Montréal will give you a taste of European flavour. The Basilique Notre-Dame is a confection of stained glass, and the Plateau Mont-Royal district will delight you with its quaint boutiques and cafés. Dig in to a massive plate of poutine to fuel up for a tour of the epic Olympic Park.

Ottawa is a compact, clean, cleverly planned centre of culture and politics. And it's an ideal choice for a weekend getaway. Start downtown at the architecturally stunning National Gallery of Canada, and don't miss the Canadian Nature Museum and the National Aviation Museum. Rideau Canal offers boating in the summer and ice-skating in the winter. Gatineau Park attracts cyclists and walkers, while Byward Market blends old and new Ottawa.

Known for its markets and its striking 19th-century limestone architecture, Kingston is a great base for exploring the Thousand Islands and the St. Lawrence River and its national park. Visit Wolfe Island on the free ferry, or hunt for antiques in nearby villages.

We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theatre, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.

If you’re a history buff and a die-hard foodie, Chicago’s your kind of town. Take an architectural-history walking tour, then dine at Alinea (the most celebrated molecular-gastronomy restaurant in the U.S.). And don’t miss the Museum of Science and Industry, the biggest science museum in the Western Hemisphere.

Soaring mountains, jewel-coloured lakes and pristine wilderness await you in Canada’s first National Park. The irresistible beauty of the landscape invites travellers to immerse themselves in the outdoors all year round — whether hiking through untouched forests and paddling the turquoise lakes in summertime, or skiing the slopes and soaking in the steamy hot springs during the winter. Travellers also enjoy the warm hospitality of Banff or Lake Louise, the region’s charming mountain townships.